Phosphorus oxychloride → 2-Chloro-4-(4-chloro-3-methyl-phenyl)-6-methyl-pyrimidine

HRID 1989123Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH3:14])[NH:11][C:10](=O)[N:9]=2)=[CH:4][C:3]=1[CH3:16].O=P(Cl)(Cl)[Cl:19]>>[Cl:19][C:10]1[N:9]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([CH3:16])[CH:4]=2)[CH:13]=[C:12]([CH3:14])[N:11]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 574686714-(4-Chloro-3-methyl-phenyl)-6-methyl-1h-pyrimidin-2-one

Product 1

HCID 574686702-Chloro-4-(4-chloro-3-methyl-phenyl)-6-methyl-pyrimidine

Procedure

The title compound was prepared from 4-(4-chloro-3-methyl-phenyl)-6-methyl-1H-pyrimidin-2-one (9.78 g, 41.7 mmol) and phosphoroxychloride (98 mL) according to the general procedure I. Obtained as an off-white solid (7.38 g, 70%). MS (ISP) 253.1 [(M+H)+]; mp 131° C.

Sources & evidence

ORD record: ord-c79d8723671145228c236f8b97e77411
Source dataset: uspto-grants-2010_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07642264B2

Reaction notes

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